Asymmetric total synthesis and absolute stereochemistry of the neuroactive marine macrolide palmyrolide A.

@article{TelloAburto2012AsymmetricTS,
  title={Asymmetric total synthesis and absolute stereochemistry of the neuroactive marine macrolide palmyrolide A.},
  author={Rodolfo Tello-Aburto and E M Johnson and Cheyenne K Valdez and William A. Maio},
  journal={Organic letters},
  year={2012},
  volume={14 8},
  pages={
          2150-3
        }
}
The first asymmetric total synthesis and determination of the absolute configuration for the neuroactive marine macrolide palmyrolide A is described. The highlight of the synthesis is macrocyclization via trans-enamide formation catalyzed by copper(I) iodide and cesium carbonate. Comparison with the authentic spectral data confirms the synthesis of (+)-ent-palmyrolide A. 
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TLDR
A plausible mechanism for the trans-cis isomerization of the double bond in the macrocycle has been investigated and the key fragment of palmyrolide A, "(5S,7S)-7-hydroxy-5,8,8-trimethylnonanamide", was prepared in just three steps.
Expedient Synthesis of Large‐Ring trans‐Enamide Macrolides by CuI‐Mediated Intramolecular Coupling of Vinyl Iodide with Amide: Total Synthesis of Palmyrolide A
An efficient and improved procedure for copper-catalyzed coupling of vinyl iodide with amide in an intramolecular fashion is described. The protocol utilizes a combination of copper iodide, CsF and
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